due to mature subject matter, viewer discretion is advised. get me a wheelchair. a self-inflicted injury to his left arm. >> an inmate takes drastic action and leaves his cell a bloody mess, while another -- >> explain this. homemade in your property? >> found with dangerous contraband.

>> handcuff key is like mainly for my defense. >> looking at probably one of the biggest screw-ups in the united states sitting right here looking at you. >> an old-timer counts his losses. >> lost my brother, sister, mother, pretty much my whole family's passed away since i've been in here. >> i'm like an outcast. scum of the earth here. >> and a younger inmate looks forward to hitting the streets. there are more than 102,000 men and women doing time in the florida state prison system. of the 56 state prisons for men, one is considered the end of the line.

the place male inmates go when other prisons can't handle them. the santa rosa correctional institution located in florida's panhandle. >> pretty much predominantly two thing, anger and fear. okay? if you go out acting like an [ bleep ], you're going to be treated like an [ bleep ]. if you step out of line, you're going get put back in line. >> except for a few brief periods, jack has been in florida prisons since 1977. he's been at santa rosa for the past year. >> the one thing this place will do, it will do one of two things. and this is not physical. this is all mental. it will either break you down. you will be filled with hate, anger, you know. the other sway you try to just -- you have to stay focused and after a while that become as

way of habit. you don't even think about it. you know? you see a bad situation, you try steer away from it. you know? >> currently one of the more than 2,800 inmates housed at santa rosa. those considered to be the worst of the worst for assigned to the close management unit. >> we have the largest close management population currently in the state of florida. those inmates are more assaulted and more disruptive than the normal population inmates in the state. the close management inmates, if proven to be an inability to live in population due to repeated disciplines within their department. disruptions of institutions throughout the state. disobeying orders from staff, non-receptiveness to the correctional process as a whole. >> the 1,100 inmates in santa rosa's close management unit represent more than a third of the prison's population. they all live under the middle east restrictive conditions, and some handle it better than

others. a medical emergency on the unit has required correction staff to respond in hazmat suits. >> let's go! >> moments earlier, an inmate was discovered bleeding heavily in his cell. apparently from self-inflicted wound. >> come on. let's go. >> the inmate now escorted to medical is armando doctor. serving 15 years for aggravated assault with a weapon, doctor has been known to cut himself when under stress. >> out of the way. >> out of the way. >> watch your head. >> close the door. >> over here. close the door. >> slow down. we -- get your foot down. >> a security check. everything was fine in here.

about 10:15, 10:20 we heard yelling, commotion. i stepped in to investigate the noise and found doctor sitting on his toilet, cut his arm in two places, bleeding. find additional staff to suit up with the precautionary suits to come in and handcuff limb and bring him out to medical to check his injuries. >> you got a wheelchair available? >> got one -- >> you need to get him to the front. >> get me a wheelchair. a wheelchair. >> stop moving around. stop moving around. >> be still. let her do what she needs to do i'm not doing nothing. >> the cutting incident was not doctor's first encounter with staff today. earlier a disciplinary hearing

for masturbating in front of a female correctional officer. >> turned around. found him guilty. i had a feeling he was going to do this. this is his thing. this is what he does. >> he's kind of noted for doing things like this. acting out by cutting limbs, if something doesn't go right for him. >> inmate doctor is very rooted in reality. what you saw, slumped over, his very weak voice, you know, i think it's just manufactured to gain attention. and to try to, you know, send him to a different environment. such as our in-patient facilities. >> while doctor received a disciplinary report for the masturbation incident, he will not receive one for cutting himself. >> doctor for his behavior will be seen by a psych, checked out make sure everything's okay.

clean his cell up and they'll send him back down to us items want to know what he used to cut himself with. still in the stall or thrown it out here? it hasn't been recovered. sometimes take the batteries, sharp didn't on the ground. makes an excellent razor and enough to handle left to-slice at will. pretty much check the walkway. make sure nothing got thrown out. >> that's a lot of blood. a lot of blood. >> carton williams serving a five-year sense for possession of cocaine and fleeing police works as a houseman or cell block custodian. >> my job, clean the blood. i volunteer to be a house man just to get -- i get ten days four months a year. 18 months, i'll have money left, i'll go home next year. when i enter a cell that has

blood or anything that's a danger to me a harm to me, i always be cautious. i tell myself, i've got to protect myself and don't let none of this stuff get on me. that's why i have this suit, and the gloves and whatever else i need. get it over with. don't let it get on -- get back to my cell. >> how did it go? >> cleaning the blood up? it was a lot. it was a lot. this was the first one i did with that much blood. so i guess i'll be more experienced on the next. >> cells been decontaminated. >> the license sent back down now. in the doctor's case, he won't be sit back down. had i.v. fluids in, loss of blood. he'll remain with the medical

staff throughout the rest of the day and be returned to us tomorrow. but his cells been decontaminated and ready for him to come back. >> coming up -- >> medical has been notify and is en route. >> officers rush to armando doctor's cell for another emergency. >> he did it again. >> straight down the middle. >> a cell search leads to big trouble for one inmate. but you had to leave right now, would you go? man: 'oh i can't go tonight' woman: 'i can't.' hero : that's what expedia asked me. host: book the flight but you have to go right now. hero: (laughs) and i just go? this is for real right? this is for real? i always said one day i'd go to china, just never thought it'd be today. anncr: we're giving away a trip every day. download the expedia app and your next trip could be on us.

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my name is christopher. >> they call me 100. >> we going to go ahead and drop out a new song. hear the beat. hand it out. ♪ if i had a hundred grand, lord that's all i need for one big chance ♪ i'll be good if i had a hundred grand ♪ ♪ lord, i might go off the deep end and go blow it on a sweet can ♪ might be just enough to keep the

law off my back and keep me out of trouble, the promise i made my mama ♪ if i don't do that i don't know how to hustle ♪ ♪ hundred grand smoke it like a chimney, better hope before i get a chance to spend it ♪ ♪ if i, if i had a hundred grand, lord, i might go off the deep end and go blow it all this weekend ♪ >> hey, school, baby. >> hey. i know. >> at the santa rosa correctional institution in florida, dreams of what could be run through the imaginations of many. but less so for those who have already spent decades on the inside. >> to be honest with you, probably looking at probably one

of the biggest screw-ups in the united states sitting right here looking at you. >> i've been incarcerated since i've been 18 years old. had i was 18 i did a burglary. received a maximum sentence. >> convicted of burglary and assault and although he received a life sentence, he has been eligible for parole three times. >> i've been on parole and violated and i'm back. let me say something about parole real quick. i've heard people say this a lot of times. man, you get parole? what are you doing back? you know? how did you come back? how did you mess up? you know? when you're on parole, you actually live under a more stricter environment than you do in prison. okay? you get a traffic ticket on the street, say you run a stop sign. you're going to pay your little

ticket and go about your way. that's not going to happen to me. me, they're going to send me back to prison. you live with a lot of pressure. >> these days hill lives with a little less pressure than roughly one-third of santa rosa's inmates. help is housed where there is more freedom of movement and privileges. >> see this right here? nectar of the gods. that's nectar of the gods. can't get beer, but you can drink coffee. >> borrowing coffee from a neighbor is considerably more difficult if not impossible for the 1,100 inmates housed in close management unit. >> both of you, step over here one at a time. >> turn around. >> they're in confinement for violating serious other, weapons, drugs or other forms of contraband. >> turn around, back in the cell. >> we're going to conduct a routine cell search on a couple cells up here in wing one.

>> every shift has to shake down a certain amount of inmates every day, and this is what we're do. go in there, have them cuff up. they'll submit to the restraints. place them in the shower. go through their belongings in the cell. control the contraband in the institution. we'll go up and pick a number that's random. it kind of keeps them on their toes, because if we were to go in and start searching from cell one all wait down, then the others will know, hey, we're going get searched next. let's get rid of our contraband. doing it at random gives us a good chance to find something if they got something up in there. >> this one. this is not right. feel this one. feel that one. here. go ahead and open that one. yeah.

that's soap. >> what is that? >> whoa. whoa. >> there we go. >> let me see that. >> what do y'all have? >> man, that's a cuff key. that's a homemade cuff key made out of metal. that's a homemade cuff key. this right here can get somebody killed. this is why we do our shakedowns and do them at random. it they knew we coming we would have never found this. it would have been gone. they would have flushed it. this right here is very serious. >> the key has been discovered in the cell of inmates lionel bowden and foktoe duran, but in bowden's deodorant container. >> if we can't find this, no telling what would have happened. we don't know as of now what he was planning to do. >> he's serving a 21-year sentence for armed armory.

a close management inmate for almost a year after having been caught with a shank. >> yep. look. it fits in here perfect. the dimensions are just right, because it fell over a little bit, but it fit in there. you want to explain this? why you got a homemade cuff key in your property? >> found it in property. you know? >> okay. >> why did you make it? >> in case i need t. need it for what? >> some things might require that i might need it. i might -- i might be in -- >> you're going to escape with it? is that what you're going to do? >> how am i going to escape? >> okay. i'm going to have you write a statement out.

you understand? go ahead and house him alone immediately go ahead and put him on heightened security. okay? >> later, bowden explained he made the key from a battery. >> you have to roll it so you'll be able to grip it. >> yeah, but the dimensions right, though. >> yeah. somebody told me. make them at one point in time. >> the cuff key -- >> $25. >> all right. look. this somewhat we need do. go with him and get the balanced property packed up. we're going to ship him over and place in heightened security single cell over there. get him out, his stuff packed up and get him out of here. >> sometimes the risk has to be taking. if i make it and get caught, i get the consequences and have to accept the consequences. >> place you on heightened

security. go ahead and move you out of the dorm. all right? appreciate your honesty with that. any other comments? turn around. cuff up. all right. back out. kneel down. black box. >> the black box is a security device placed over bowden's handcuffs to cover the key hole to prevent him from tampering with the lock. >> you understand you're being placed on heightened security, this will be required every time you leave your cell. right? >> him having a handcuff key is pretty scary. he can turn around, hurt a staff member or being on a transport try and escape on the transport. there's been officers in other states that have gotten kill bawd they made escape handcuff keys. we don't want that to happen. coming up -- lionel bowden answers to authorities, and -- >> i consider myself a woman.

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same rules and protocols. >> they nitpick about every little thing. they're so by the rules here. walk a narrow line. if you do anything outside of that, this is where you end up, in confinement with nothing. >> tell me about your headpiece. >> my headpiece? this is just a t-shirt, really. this is illegal. i'm not supposed to be wearing this, really. >> jurez williams has been at santa rosa seven months. >> i've been incarcerated three times all for the same thing. violation of probation and prostitution. >> williams says he began turning tricks at 12 years old and has been arrested eight times for prostitution. >> prostitution, when you first catch one it's a misdemeanor. after the third one, they upgrade it to a felony.

that's what happened with me. what the judge told me, if i get caught again for prostitution, it would be a five-year sentence. >> i can't help it. i cannot help it. if someone gave me like $1 million right now and told me you don't have to do this no more, i think i would just upgrade everything i have and continue doing what i do. >> williams's many mug shots offer a glimpse of his life as a transgender prostitute. >> i'm addicted to it. i don't know why. that's all i can say. >> one time he was even mistakenly booked into a county jail as a female. >> i'm a male but i consider myself a woman. on the street i live my life as a woman. i was taken off and on, on the

street. i plan on eventually getting the whole surgery done if i of make enough money to do it. >> but williams' preference to live as a woman makes no difference at santa rosa. >> inmate williams was sentenced as a male, sent to a male facility, so that's the way he's treated, as a male inmate. >> though he has spent time in various jails and prisons, williams finds santa rosa especially hard to deal with. >> i have to deal with a lot of negativity about me being who i am. so with me being homosexual, i'm like an outcast compared to everyone else in here. it's like -- i'm like scum of the earth here. out of all the times i've been in prison, i've never been through this much crap. >> currently, williams has little if any contact with other inmates. he is housed in a single-man confinement cell. >> an inmate, i'm supposed to write a request form for me and make an attempt to escape.

>> why didn't you write it up? >> i have no idea. they either don't want knee room with them, didn't want me in the dorm. could have been anything. >> the anonymous letter stated that williams was going to kill two correction officers during his escape attempt. williams believes he was framed, but was placed in confinement pending an investigation. >> sometimes it is hard for us as security to be able to determine which has validity and which ones not. that's why we take them serious when they have to do with anything about escape or staff safety. >> but within a few more days, williams can put his current troubles behind him. he only has one week left on his sentence. >> this is a release. letting you know all the things i have to do, if i have to go register as a convicted felon in the county i'm going home to, and right now i'm just -- overwhelmed with excitement. i just want my freedom. i want to see my friends. i want to see my family. so it's kind of hard being, like, enclosed in here by

myself, and i just want to go -- ah! hey. >> coming up -- >> all right, guys. get him up in the wheelchair. >> armando doctor causes another emergency response. and later -- >> what were you planning to do with the handcuff. >> lionel faces a disciplinary review for his homemade cuff key. we've had this farm for 30 years. we raise black and red angus cattle. we also produce natural gas. that's how we make our living and that's how we can pass the land and water back to future generations. people should make up their own mind what's best for them. all i can say is it has worked well for us.

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due to mature subject matter, viewer discretion is advised. prisons like the santa rosa correction institution in florida can be dirty places. blood, sweat, feces and urine are part of the fabric of life here. the task of cleaning that fabric, the inmates, falls squarely on 18 inmates who work in the laundry taft. among them is michael james. >> we operate eight to ten hours a day. different things. fight, stabbings, a lot of stuff goes on here in santa rosa. it's a level 6 facility. >> some of the worst laundry comes from the los management units. >> violent inmates back there. you know what they're capable of. it's just a place you don't want to be. trouble with inmates, all in one

building. >> the most hazardous laundry is washed separately from all the rest. >> these yellow bag, the ones that come in what we do, usually don't open them until we stick them into the machine. you know? this is daily. the blood and stuff from cutters and suicide. >> armando doctor, the close management one inmate recently contributed to the latest load of yellow bag laundry when he deliberately cut himself inside his cell. the damage was so severe, he need add transfusion to replace the blood he lost. two days later, he's cut again. >> bleed out there on the floor. appears inmate doctor has a

self-inflicted injury to his left arm. came up, unresponsive laying on the floor. do a life safety check. now he's setting up for strength. medical has been notified. >> he's been doing this quite a while. probably about his fifth time he's cut. we've had to pull him out and deal with him this way, and it's getting to be about a monthly thing. >> what's going on with you? why you doing this? >> i tried to talk but nobody wanted to listen. >> who'd you try to talk to? talk to mental health? >> i tried. to get them -- they ignored me. >> a psychological emergency. >> yes, sir. i'm in fear for my life. the news hit me in the face. >> who did? fear of your life? >> nurse in the building's see

if we can get him up into the wheelchair. >> work with me. get on your feet. watch your step, backing up. >> while inmate doctor made serious allegations, mental health staff say this is not the first time. after several evaluations, they say doctor has ulterior motives for cutting himself. >> he's noted for doing something like this if something doesn't go right, but what he's doing is not related to his mental health. it's, in my opinion, it's more manipulative. he's trying to get out of something, or he's using us as a way to manipulate the system. so we want to keep an eye on the cutting, because we don't want anyone to die, which he really doesn't want to die. but he could accidentally do it. >> it's a new cut. it's not the same cut as his old, as the previous one.

it's a new cut on his left upper bicep up here that's fairly deep. >> ultimately, some type of secondary gain. he's going to continue to do it until he gets what he wants. no way of telling. i have no idea what he's trying to get out of it. >> before doctor can be brought back to his cell it has to be cleaned and disinfected and once again that job falls to houseman carlton williams. >> he did it again. they should have known. >> this time officers have retrieved the object doctor used to cut himself. >> actually looks like a piece of razor blade. actually had a tough of his chin. >> after the cleanup, correction officers removed all things from his cell to prevent another cutting incident. >> it's not for punishment but

for his own protection. it's kind of going to be up to him now how far this goes. we're trying to protect tim and have to take it step by step. >> doctor will remain under observation for security and mental health staff and given back his mattress once it's determined safe to do so. >> watch your head, doctor. lay down. don't want you to get up i. told you -- >> i know you're going to be good. >> we're not going to leave you unattended. we will come by and check on him. they're very good at what they do and then we'll make sure that he stays safe and we'll not allow him to seriously get hurt. coming up -- >> first time i cut i was in my teens. >> armando doctor explains his actions.

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host: book the flight but you have to go right now. hero: (laughs) and i just go? this is for real right? this is for real? i always said one day i'd go to china, just never thought it'd be today. anncr: we're giving away a trip every day. download the expedia app and your next trip could be on us. expedia, find yours. nothing changes here. every day is just like yesterday and tomorrow's going to be the same as today. about only thing that changes here is the faces. after a while even the faces begin to be the same. you know? you know, that's one of the thing about doing time. nothing changes. >> jack hill finds working out to be the best remedy to the monotony of his life here at the santa rosa correction's institution. >> out here on the track, some guys get into the basketball. me, i'm mainly, i get into pull-up, push-ups stuff like that.

everybody's got their own little way of getting tension and aggravation -- this is your stress release right here. >> hill has spent most of the past 35 years in prison. besides a few releases on parole, he's had a couple of others of his own making. not long after his conviction for burglary and assault, he was participating in a work release program and escaped. >> working outside. i met a girl. you know? you get to thinking way wrong head, not thinking like you should. remember, now, you've got a young kid whose never had serious contact like that. she says i love you. i don't want to you leave. okay. let's go. right? jump in the car, we didn't come back.

that was my first escape, big escape. i got caught that night down the road. a real crash dummy. >> a year later hill was back on work release. met another girl and hit the road again. >> from that point on until they got me, it was rock 'n' roll, i was on the road almost a year. the first one, went to texas. you know? loved texas. went to vegas. left vegas. went to california. left california, went back to vegas. went to florida. left florida, come to california, then to alabama and s.w.a.t. team got me. >> hill escapes from another florida prison. no one has of escaped from santa rosa, but escape was one of the first things that crosses the minds of the staff. >> handcuff key is like you know, mainly for my defense. you know? >> having a handcuff key is not really unusual, but sometimes it's necessary. you know.

theoretically speaking, you know? >> serving a 21 year sentence for armed robbery. says this isn't the first time he's received a dr during his time in prison. a disciplinary report. >> i have possession of a weapon, possession of a handcuff key. several disrespects. a couple fighting drs. since incarcerated, i still combine four of them to fines. >> caught with the cuff key, already when he was in this unit. now he must face the institutional classification team, or ict. could they change his status

from close management level two to level one? the highest security level in the entire prison. >> you're currently in class management 2. classification officer is recommending upgrade to class management 1. >> what were you planning to do with the handcuff key? >> sell it. >> had you sold one before? >> yes, ma'am. >> how much do you make for a handcuff key? >> about $15, $20. >> you do realize the danger that represents in a high security facility for $15 or $20, not only to you but to other inmates and staff as well? >> yes, sir. >> you realize the consequences? >> yes, sir. >> bowden will wait outside, but it only take as matter of moments for the classification team to reach a decision. >> inmate, the institution classification team, we're going

to recommend upgrading close management one. this recommendation goes to said classification, and they have the final decision. we're also approving a two-year visitation suspension. is there anything else you'd like to tell us? >> no, ma'am. >> already considered a high security inmate, an upgrade to level one means that bowden's existing privileges and movements will be even more restricted than before. armando doctor has been a close management one inmate at santa rosa for the past several months. >> i've had him for years since i've been here. it's been a constant struggle but he is one of the more extreme cases we've dealt with as far as the constant cutting and misbehavior. >> doctor's arms have only begun to heal since two cutting incidents weeks earlier. >> i wasn't thinking at the time. i was aggravated. angry. i couldn't think of anything

else. >> i've done it periodically off and on over the years, but i felt that, you know, the situation, it got too tough, that i couldn't deal with it and i might have retaliated physically. so i took the critical retaliation out on myself. >> doctors says his squinting is the result of being poked in the eye why in the infirmary. one of several allegations he has made against staff. >> doctor's allegation against staff was never found warranted. it was checked, but unfounded. he was wanting to be moved out into the dormitory. using those allegations against staff to try to dictate where he could live.

>> staff denies injuring him, doctor has been injuring himself since childhood. >> the first time i cut i was in my teens. growing up in foster care, i felt they had done me wrong taking me away from my family. you know? i wouldn't talk to nobody. i had a lot of good people that actually tried to take care of me, but my main problem was i never opened up, because at times when i tried, something always happened. so i always kept closed, and due to the fact that you're not my mother, you're not my father. you're not nobody in my blood line, i wouldn't talk and i wouldn't try to be a part of the family. >> since his latest cutting incident, doctor is moved back into his cell and not received any further sanctions, because the prison does not issue for self-injuries. >> he's got full property back, and he's allowed all of his outside activities. seen by mental health recently the last few days. he's been doing pretty good.

real quiet since he came back this time. no issues out of him. >> but the incident that apparently triggered doctor's cutting was a disciplinary hearing and given additional time on close management level one for masturbating in public. doctor still denies doing so. >> my -- we cannot carry ourselves in that manner. we're alone and we have our thoughts to ourselves, that's another thing, but to openly do that, you know, it goes against what we believe in. so i had to leave that alone. >> don't tell them things that aren't true. >> sergeant was standing by and remembers things differently. >> i walked up to you, your right hand, dropped it, it slid on the floor and you said to me

you got me, sarge, you got me. your exact words. you got me. why you going to tell hem on camera something different? i caught you red-handed with it and you said, you got me. yeah you do. yeah, you did. >> i'm the officer that wrote the discipline arrest on this for the behavior. i physically saw him doing. by the time i caught him, you got me, sarge. i'll sit down. i'll back away. listen to him telling you the opposite putting me out there on the front street knowing i was the one that caught him. it didn't make me angry. i expect these inmates to be truthful and treat me the way i treat them. i don't treat them with disrespect, i expect them to do the same for me. it's a respect issue for me. do that right in front of me, it kind of struck a nerve. coming up. >> thinking what my dad told me back year ago. he said, don't never give up. >> jack hill's personal pledge. and jurez williams celebrates freedom. >> let them know that bitch back. back for her crown.

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aside from a few failed attempts as parole and two escapes from prison work release program, jack hill has spent the majority of his adult life behind bars. those years have been further tarnished by his many losses. >> i lost my father, my grandfather, my grandmother, my great-grandmother, my great-grandfather, you know. i lost my sister. i lost my brother, i lost my mother. my aunt and my uncle. yeah. pretty much my whole family's passed away suns i've been in here. i used to take and mail them letters. granted, and i used to take visitations granted. now i don't have neither.

>> hill says his late father's advice is what keeps him going. >> i think about what my dad told me back years ago. he said, don't never give up. whatever you do, son, don't never give up. i think of the fact that my mother passed away while i was in here. and my goal, my goal is to win my case and have the sentences stamped, done in full and lay it on her grave and say, mom, i've done it. i've done it. i'm home. >> hill will eventually have another chance to fulfill his goal when he becomes eligible for parole again in the future. but for jurez williams, who has spent seven months here for felony prostitution, the time is now. >> my last day and the sentence, i'm getting ready to go home. i'm so happy.

i'm trying to contain it right now. >> did you sleep last night? >> no. not at all. i've been up all night and all day. >> santa rosa correction officers will accompany williams to the pensacola bus station and stay with him until he boards a bus for home. >> how's it feel walking out of here? >> like heaven. like heaven. ready for my freedom. it's been seven months without it. >> okay. >> you're going to receive $50 when you get on the bus. count it out for you. 10, 20, 30, 40 and 50 dollar. you'll receive that when you get on the bus. meantime, i'll keep it. >> williams is given state issued clothing but it probably won't compare to the outfit he was first arrested in. >> what were you arrested in? >> some hot shorts and a pair of sandals and a leather jacket and a nice bra. >> so what are you thinking about those? >> i guess i like them. no, way. not at all. i would not wear this on the street. i have clothes at home. so, this is -- i'm going to do

the trash and burn them as soon as possible. >> williams, and another released inmate, are loaded on to a transport van. within minutes are outside the confines of santa rosa. >> we're outta here. >> oh, thank god it's over. >> you appreciate the small things in life. like the trees and the grass. until you get out of places like this. >> at the bus station, williams make as phone call to his sister. he has big plans. for his first night home. >> i'm in, girl, just got to the bus station waiting on my bus. i'm going to get a bottle and tap a newport 1000.

yes, a fresh pack of newport's 1000. my -- i need a french blade to cut my legs. an eyebrow archer. oh, yes. and oh, lashes. i need my lashes. i want you to put up on facebook, i want you to -- let them know that the bitch is back. she's back for her crown. the bitch. she's back for her crown. yeah. and -- yeah. that part. so, wait, wait. at the end of it, let them know -- about now.

due to mature subject matter, viewer discretion is advised. keep going now! if you got your hands in your pocket, you're wrong! if you got your hands in your jacket, you're wrong. >> t